Ethyl phenylphosphinate is an organophosphorous compound. It undergoes regioselective Markovnikov addition reaction with terminal alkynes in the presence of palladium-1,2-bis(diphenylphosphino)ethane complex (catalyst). Ethyl phenylphosphinate is the photodecomposition product of Inezin (S-benzyl O-ethyl phenylphosphonothiolate) on the ultraviolet irradiation. It can be prepared by the reaction of phosphinic acid with ethyl chloroformate in the presence of pyridine. Its ethylation using ethyl trimethylsilyl phenylphosphonite or the corresponding trimethylstannyl ester has been described. Its free-radical addition to ethylene has been reported to proceed with the retention of configuration.
Ethyl phenylphosphinate may be used in the preparation of the following diethyl imidazol-2-yl-(amino) methylphosphonates and phosphinates:
• imidazol-2-yl-methyl(N-butylamino)phosphonate diethyl ester
• imidazol-2-yl-methyl(N-benzylamino)phosphonate diethyl ester
• imidazol-2-yl-methyl(N-butylamino)phenylphosphinate ethyl ester
• imidazol-2-yl-methyl(N-benzylamino)phenylphosphinate ethyl ester
| Pubchem Sid | 504764067 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504764067 |
| Canonical Smiles | CCO[P+](=O)C1=CC=CC=C1 |
| IUPAC Name | ethoxy-oxo-phenylphosphanium |
| InChIKey | YJSXLGKPMXKZJR-UHFFFAOYSA-N |
| INCHI | 1S/C8H10O2P/c1-2-10-11(9)8-6-4-3-5-7-8/h3-7H,2H2,1H3/q+1 |
| Isomeric SMILES | CCO[P+](=O)C1=CC=CC=C1 |
| PubChem CID | 6328020 |
| Molecular Weight | 170.15 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzene and substituted derivatives |
| Alternative Parents | Organophosphorus compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives Organic cations |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Monocyclic benzene moiety - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organophosphorus compound - Organooxygen compound - Organic cation - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 G2515050 | Certificate of Analysis | Jul 31, 2025 | E133085 |
| K2123050 | Certificate of Analysis | Aug 18, 2023 | E133085 |
| K2123057 | Certificate of Analysis | Aug 18, 2023 | E133085 |
| K1519083 | Certificate of Analysis | Jun 07, 2023 | E133085 |
| Refractive Index | 1.526 |
|---|---|
| Boil Point(°C) | 94-95 °C/1 mmHg |
| Molecular Weight | 169.140 g/mol |
| XLogP3 | 1.600 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Exact Mass | 169.042 Da |
| Monoisotopic Mass | 169.042 Da |
| Topological Polar Surface Area | 26.300 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 1 |
| Complexity | 130.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
